Cytochrome P450



Cytochrome P450 (P450) catalyzes the oxidation of organic substances like lipids. catalyzes the oxidation of organic substances like lipids. The P450 contains a heme cofactor. The protein is numbered by its gene. P450cam, also known as camphor 5-monooxygenase, catalyzes the hydroxylation of camphor. P450nor is a Nitric Oxide Reductase P450. P450epoK converts epothilone D to epothilone B. P450cin monooxygenates 1,8-cineole which is similar to camphor. The images at the left and at the right correspond to one representative P450, i.e. the crystal structure of human P4502 (2f9q).

3D Structures of Cytochrome P450
Update June 2011

human P4501 family
2hi4 – hP4501A2+naphthoflavone - human

3pm0 - hP4501B1+naphthoflavone

human P4502 family
3gph, 3koh, 3lc4 – hP4502E1 fragment +imidazole derivative

3e6i – hP4502E1 fragment+indazole

3ebs – hP4502A6 (mutant)+phenacetin

2fdu, 2fdv, 2fdw, 2fdy - hP4502A6+pyridine derivative

1z10 - hP4502A6 catalytic domain+coumarin

3e4e – hP4502E1 fragment+methylpyrazole

3czh, 3dl9, 3c6g – hP4502R1+vitamin D

2nnh – hP4502C8+retinoic acid

2nni - hP4502C8+montelukast

2nnj - hP4502C8+felodipine

1pq2 - hP4502C8

1og2, 1og5 – hP4502C9 (mutant)

1r9o – hP4502C9 (mutant)+flurbiprofen

2pg5, 2pg6, 2pg7 – hP4502A6 (mutant)

2p85 – hP4502A13 (mutant)+indole

3ibd – hP4502B6 (mutant)+4-(4-chlorophenyl)imidazole

2f9q – hP4502D6

2z10 – hP4502A6+coumarin

1z11 - hP4502A6+methoxalen

human P4503 family
2v0m – hP4503A4+ketoconazole

2j0d - hP4503A4+erythromycin

3nxu - hP4503A4+ritonavir

1tqn, 1w0e, 1w0f, 1w0g – hP4503A4

human P4507 family
3dax – hP4507A1

human P45019 family
3eqm - hP45019A1+androstenedione

human P45046 family
2q9f – hP45046A1+cholesterol

2q9d, 2q9g - hP45046A1

2vn0 – hP450105A1+troglitazone

2zby - hP450105A1 (mutant)

P450 from Mycobacterium tuberculosis
2vku, 1h5z – MtP45051 - Mycobacterium tuberculosis

2ci0, 2cib, 1u13 - MtP45051 (mutant)

1x8v - MtP45051 (mutant)+estriol

1ea1 - MtP45051 (mutant)+ fluconazole

1e9x - MtP45051 (mutant)+ phenylimidazole

3cxv, 3cxx, 3cxy, 3cxz, 3cy0, 3cy1 - MtP450121 (mutant)

3g5f, 3g5h, 2ij5, 1n40 – MtP450121

2ij7 - MtP450121+fluconazole

1n4g - MtP450121+iodopyrazole

3ivi, 3iw0 – MtP450125

3iw1 - MtP450125+androstenedione

3iw2 - MtP450125+econazole

2uvn - MtP450130+econazole

2wgy – MtP450130 (mutant)

2w09, 2w0b, 2w0a - MtP450130 (mutant)+pyridine inhibitor

2uuq – MtP450130

P450cam
2qbl, 2qbm, 2qbn, 2gqx, 2gr6, 2frz, 2h7s, 6cp4, 2cp4, 3cp4, 4cp4, 1c8j, 1geb, 2a1o,3p6q, 3p6r, 3p6s, 3p6t, 3p6u, 3p6v, 3p6w, 3p6x– PpP450cam(mutant) – Pseudomona putida

1dz4, 1dz8, 1dz6, 1dz9, 5cp4, 1phc, 2cpp, 1yrc, 1yrd, 3l61, 3l62, 3l63 - PpP450cam

2qbo - PpP450cam (mutant)+cyanide

1qmq - PpP450cam (mutant)+Ru substrate

2h7q - PpP450cam+imidazole

1cp4 - PpP450cam+benzene

1akd, 1iwi, 1noo, 7cpp, 8cpp, 2zwt, 2zwu - PpP450cam+1S-camphor derivative

1iwj, 1iwk, 2zuh, 2zui, 2zuj, 3fwf, 3fwg, 3fwi, 3fwj - PpP450cam (mutant)+1Scamphor

2fe6, 2fer, 2feu - PpP450cam+Mn protoporphyrin IX

1uyu - PpP450cam+ Xe

1o76 - PpP450cam+cyanide

4cpp - PpP450cam+adamantine

5cpp - PpP450cam+adamantanone

6cpp - PpP450cam+camphene

1p2y, 1p7r - PpP450cam+nicotine

1re9, 1rf9 - PpP450cam +fluorescent probe

2z97, 2zaw, 2zax - PpP450cam+methyl depropionated hemin

3cpp - PpP450cam+CO

1pha, 1phb, 1phd, 1phe, 1phf, 1phg - PpP450cam+imidazole derivative

1gek, 1gem - PpP450cam+N-butyl-isocyanide

1lwl - PpP450cam+fluorescent probe

2h7r - PpP450cam (mutant)+imidazole

1k2o - PpP450cam (mutant)+pyridine derivative

1gjm - PpP450cam (mutant)+sulphydryl reagent

2a1m, 2a1n, 2a10 - PpP450cam (mutant)+ferrous dioxygen

1t85, 1t86, 1t87, 1t88 - PpP450cam (mutant)+ferrous CO

1j51 - PpP450cam (mutant)+trichlorobenzene

1mpw - PpP450cam (mutant)+trimethylbicycloheptene

3oia, 3ol5, 3p6m, 3p6n, 3p6o, 3p6p, 3poq, 3por, 3pos, 3pot, 3pou, 3pov, 3pow, 3pox - PpP450cam (mutant)+substrate analog

P450nor
1cl6, 1rom – FoP450nor - Fusarium oxysporum

2rom - FoP450nor+CO

1cmj, 1cmn, 1ehg - FoP450nor (mutant)

1xqd – FoP450nor+pyridinealdehyde adenine

1jfb, 1jfc, 1ged, 1ehe - FoP450nor

1gej, 1gei - FoP450nor+N-butyl-isocyanide

1ulw - FoP450nor (mutant)

P450epoK
1pfk – P450epoK+epothilone D – Sorangium cellulosum

P450cin
3bdz, 3be0 – P450cin – Citrobacter braakii

rabbit P450
2bdm – rP4502B4 – rabbit

1po5, 3mvr, 3r1a, 3r1b - rP4502B4 (mutant)

1suo - rP4502B4 (mutant)+imidazole

3kw4, 3me6 - rP4502B4 (mutant)+anti-platelet drug

1dt6 - rP4502C5 (mutant)

1nr6 – rP4502C5+diclofenac

1n6b - rP4502C5+sulfaphenazole

Other CYPs
1ued – AoP450 oxyC – Amycolatopsis orientalis

1lfk, 1lg9, 1lgf - AoP450 oxyB

1q5d – ScP450EPOK+epothilone – Sorangium cellulosum

1q5e - ScP450EPOK

1io8 – SsP450119 (mutant) – Sulfolobus solfataricus

1io9, 1io7, 1f4u - SsP450119

1f4t - SsP450119+ phenylimidazole

1cpt – P450108 – Pseudomonas sp.

2uwh - BmP450102+palmitic acid

3ekb, 3ekd, 3ekf, 2ij3, 2ij4 - BmP450102 heme domain (mutant)

2ij2, 2hpd - BmP450102 heme domain

3ben - BmP450102 + imidazole derivative

2j1m, 2j4s - BmP450102+DMSO

1bvy, 1bu7 – BmP450102A1 FMN domain

1fag – BmP450102A1+ palmitic acid

1fah – BmP450102A1 (mutant)

2bmh - BmP450102A1

3aba – SaP450105P1+filipin I – Streptomyces avermitilis

3abb – SaP450105D6

3e5j, 3e5l - SaP450105P1 (mutant)

3e5k - SaP450105P1 (mutant)+4-phenylimidazole

2whw, 2wi9, 2vz7 – SvP450107L1 (mutant) – Streptomyces venezuelae

2vzm – SvP450107L1 (mutant)+narbomycin

2c7x - SvP450107L1+narbomycin

2cd8, 2ca0, 2c6h – SvP450107L1+YC-17

2bvj - SvP450107L1

2zqj – BsP450152A1 – Bacillus subtilis

2zqx - BsP450152A1+heptanoic acid

3nc3, 3nc5, 3nc6, 3nc7 - BsP450134A1 (mutant)

1izo – BsP450 BS beta+ palmitoleic acid

1jin, 1jip - SeP450107A1+ ketoconazole - Saccharopolyspora erythraea

1jio, 1oxa - SeP450107A1+6DEB

1eup – SeP450107A1+androstendione

1egy - SeP450107A1+aminophenanthrene

2jjn, 2jjo - SeP450113A1 (mutant)

2jjp - SeP450113A1 (mutant)+ketoconazole

2vrv - SeP450113A1 (mutant)+clotrimazole

3a1l – SsP450245A1+dichlorochrompyrrolic acid – Streptomyces sp.

2z3t - SsP450245A1

2z3u - SsP450245A1+chromopyrrolic acid

3g5n, 3g93 – rCYP2B4 (mutant)+1-biphenyl-4-methyl-1H-imidazole – rabbit

2q6n – rP4502B4 (mutant)+chlorophenyl-imidazole

3cv8 – SgP450105A1 (mutant) – Streptomyces griseolus

3cv9, 2zbz - SgP450105A1 (mutant)+vitamin D3

2zbx - SgP450105A1+imidazole

3dam, 3dan, 3dbm – P45074A2 – Parthenium argentatum

2rch, 3dsi – AtP45074A+13(S)-HOD – Arabidopsis thaliana

3dsj - AtP45074A (mutant)+13(S)-HOD

2rcl - AtP45074A+vernolic acid

3dsk - AtP45074A (mutant)+ vernolic acid

2rcm, 3cli - AtP45074A

2rfb – PtP450 – Picrophilus torridus

2rfc – PtP450+phenylimidazole

2nz5, 2nza, 2dkk – ScP450158A1 – Streptomyces coelicolor

1gwi - ScP450154C1

1wiy – TtP450 – Thermus thermophilus

1n97 – TtP450175A1

3lxh, 3lxi, 3ofu – NaP240101D1 – Novosphingobium aromaticivorans

3nv5, 3nv6 - NaP240101D2